
Beachfront vacation rentals in Old Saybrook
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Old Saybrook
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Beachfront Paradise
Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Vinola-Lakeside Cabin on Beach Pond with Sauna
Vinola is the "Cabin in the Woods" you've been looking for! Enjoy an idyllic escape from the city year-round. Activities include swimming, fishing, hiking, kayaking or just a cozy snooze with a book on the couch. Top off your stay by trying our traditional wood-fired Finnish sauna. Relax tired muscles and rejuvenate the soul. Private beach and lake access on Beach Pond just 335 feet from the cabin. Check our photos and reviews! Our guests consistently remark that one night isn't enough.

Updated cottage "Beriozka" on Cedar Lake
Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Thames River Cottage · Near Casinos + USCGA
4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

The Blue Heron at Amston Lake
3 BEDROOM Quiet Cottage: ~3 minute walk to the Main Beach at private Amston Lake. ~ Fully stocked open floor plan kitchen. Dining table seats 4 with additional seating on covered patio accessible by sliding door. ~Gas grill ~Large, private backyard with fire pit and hammock. ~Canoe and kayak available ~Adult bicycles (2) available upon request. ~Ping pong table, dart board in basement. ~ Close to Airline Trails, vineyards, breweries, casinos, and parks.

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).
Popular amenities for Old Saybrook beachfront rentals
Pet-friendly beachfront home rentals

Duckling Crossing | Beach House on the Sand

Charming 2BR Beach House, Overlooking the Water

Pet-Friendly Private Beach Oceanfront Cottage A/C

Milford Beach House - Newer Construction!

Charming Waterfront cottage

Charming Fairfield Beach 3BR Cottage By The Sea

Waterfront Cottage With Unforgettable Views

Coastal getaway with water views in every room
Beachfront home rentals with a pool

Endless Summer Studio Condo w Balcony Bayview

Beautiful Waterview Condo on the North Fork of LI

Coastal Escape w/ Pool - Near Niantic & Beaches

Montauk 4bd/3.5ba Ocean, pool spa & private beach.

North Fork Sound Front Home with Pool

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

Waterfront Condo C-204 at The Cliffside Resort
Private beachfront home rentals

Beautiful home walking distance to Ocean Beach

A Beach House Gem

Historic East Hampton Home - Private Beach Access

Charming Madison, CT Carriage House ocean rental

Soundscape Beachfront House!

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Direct Beachfront Modern Cottage on Private Beach

Freeboard at Soundview · Beach+Ocean+Sunrise
Quick stats about beachfront rentals in Old Saybrook

Total vacation rentals
Explore 10 vacation rentals in Old Saybrook

Nightly prices starting at
Old Saybrook vacation rentals start at $281 CAD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Old Saybrook vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests—averaging 4.9 out of 5!
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- Yale University
 - Foxwoods Resort Casino
 - Charlestown Beach
 - Fairfield Beach
 - Southampton Beach
 - Cooper's Beach, Southampton
 - Point Judith Country Club
 - Ocean Beach Park
 - Walnut Public Beach
 - Shinnecock Hills Golf Club
 - Blue Shutters Beach
 - Groton Long Point Main Beach
 - Cedar Beach
 - TPC River Highlands
 - Napeague Beach
 - Brownstone Adventure Sports Park
 - Woodmont Beach
 - Silver Sands Beach
 - Jennings Beach
 - Sandy Beach
 - Wildemere Beach
 - Amagansett Beach
 - Ninigret Beach
 - Seaside Beach